A barren volcanic landscape with rugged terrain and distant mountains.

Hotels with Pool & Resorts in Upcountry Maui from AU$264

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Check availability on Upcountry Maui Hotels with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Upcountry Maui hotels with a pool

A swimming pool with lounge chairs and a hedge.
A spacious lobby with a large chandelier, wooden paneling, and a central rug.
A spacious room with a high ceiling, skylights, and a large window at the far end.
A wooden structure with a balcony overlooking a garden with palm trees and red flowers.

1. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
Makawao
  • Swim and stretch in paradise at this serene retreat, where an outdoor pool meets lush gardens and wellness activities await you.
AU$691
includes taxes & fees
15 Nov - 16 Nov
Lumeria Maui Educational Retreat Center
A swimming pool with a wooden deck, surrounded by palm trees and tropical plants.
A spacious living room with wicker furniture, a fireplace, and a large TV mounted above it.
A covered outdoor seating area with a chair, a tree, and a grassy garden.
A bamboo structure with a sloped roof, surrounded by rocks and plants.

2. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
AU$4,160
includes taxes & fees
30 Oct - 31 Oct
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
A resort with a swimming pool, solar panels, and a view of the ocean.
A beach with palm trees, umbrellas, and people.
A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.
A balcony with a view of the ocean and palm trees.

3. Maui Coast Hotel

Maui Coast Hotel
South Kihei
  • Poolside luxury awaits at this Maui resort with 2 outdoor pools, 3 spa pools, and cabana service for ultimate relaxation.
AU$406
includes taxes & fees
18 Oct - 19 Oct
Maui Coast Hotel
A patio with wicker furniture, a table with a vase of flowers, and a view of the ocean with palm trees.
A spacious living area with a high ceiling, large windows, and a wooden staircase.
A spacious living area with a kitchen, dining area, and a balcony with a view of palm trees.
A spacious living area with a wooden staircase, a dining table, and a sofa.

4. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
North Kihei
  • Tropical pool oasis minutes from Kamaole Beach with sun loungers and ocean adventure possibilities.
AU$264
includes taxes & fees
10 Nov - 11 Nov
Kohea Kai Hotel Maui
A pool area with palm trees, a beach view, and a building with a sign reading "Five Palms Beach Grill".
A lobby with a stone wall, a large blue mural of a turtle, and seating areas with a stone floor.
A balcony with wicker furniture and a table, overlooking a beach and ocean.
A hotel room with a balcony, a bed, a sofa, a TV, and a ceiling fan.

5. Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental
South Kihei
  • Beachfront retreat with outdoor pool just steps from Wailea Beach and endless water adventures awaits.
AU$604
includes taxes & fees
15 Nov - 16 Nov
Mana Kai Maui- Official Onsite Rental
A resort pool area with a waterfall, palm trees, and a building with balconies.
A modern living room with a sofa, two armchairs, a coffee table, a TV, and a balcony with a view of palm trees.
A stone wall with the text "MAUI BAY VILLAS" and "HILTON GRAND VACATIONS" indicating a hotel location.
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.

6. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
  • Splash into paradise with a beachside pool oasis featuring free cabanas at this family-friendly Maui retreat.
AU$596
includes taxes & fees
7 Nov - 8 Nov
Hilton Grand Vacations Club Maui Bay Villas
A balcony with a view of a swimming pool and lush greenery, including palm trees.
A beach with clear turquoise water, a sandy shore, and a backdrop of a resort area with buildings and trees.
A balcony with a view of a landscaped area, palm trees, and a building with multiple floors.
A resort with a pool, lush greenery, and a view of the ocean.

7. Aston at the Maui Banyan

Aston at the Maui Banyan
South Kihei
  • Sun-drenched pool paradise awaits just steps from Wailea Beach with tennis and spa pool.
AU$310
includes taxes & fees
17 Nov - 18 Nov
Aston at the Maui Banyan
A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.
An outdoor lounge area with a thatched roof, fire pit, and multiple seating arrangements.
A spacious lounge area with a modern design, featuring a large sofa, a coffee table, and a seating area with thatched umbrellas.
A modern building with a glass balcony, outdoor seating, and lush greenery.

8. AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
Wailea
  • Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.
AU$810
includes taxes & fees
23 Oct - 24 Oct
AC Hotel by Marriott Maui Wailea
A resort pool area with sun loungers and umbrellas, surrounded by lush greenery and overlooking a body of water with a sunset in the background.
An outdoor seating area with wicker chairs and orange cushions, a fire feature, and a view of the hotel building in the background.
A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.
A multi-story hotel with a central courtyard, balconies, and a view of the ocean.

9. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
Wailea
  • Soak up the sun at this peaceful poolside oasis with free cabanas, spa pool, and just steps from Wailea Beach.
AU$783
includes taxes & fees
23 Oct - 24 Oct
Residence Inn by Marriott Maui Wailea
A resort with a swimming pool, palm trees, and ocean views.
A tennis court surrounded by palm trees and buildings with red roofs.
A spacious living room with a large sliding glass door leading to a balcony, a blue sofa set, wicker chairs, a coffee table, and a ceiling fan.
An aerial view of a resort with multiple buildings, a swimming pool, and a view of the ocean.

10. Aston Maui Hill

Aston Maui Hill
South Kihei
  • Relax in a shimmering oasis near Wailea Beach, where pool and spa pool create a serene island retreat.
AU$465
includes taxes & fees
14 Nov - 15 Nov
Aston Maui Hill
View all properties

Choose what matters most at hotels with a pool in Upcountry Maui

Breakfast included
4 stars
5 stars
Spa pool
Spa

Top Upcountry Maui Hotel Reviews

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"clean room and friendly staff"
Ronald 3-night trip
Posted less than an hour ago
Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Felt instantly welcomed. We had the pleasure of Fe checking us in. Very kind and professional. Loved the decor in our room!"
Diana 1-night trip
Posted less than an hour ago
Maui Seaside Hotel
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"Hotel was very nice. We only stayed one night, so the accommodations was just perfect."
Joan Ann 1-night trip
Posted less than an hour ago
OUTRIGGER Kaanapali Beach Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Condo had decent utensils and plates for our family of 6, but this unit was a little run down with rickety doors and drawers"
Russell L 10-night trip
Posted 4 hours ago
Aston Kaanapali Shores
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"The location is great because it shares the same beach as the Grand Wailea and the Four Seasons and you can go to restaurants at all 3 resorts and the Shops at Wailea as well. Beautiful property and very attentive staff. Lunch and drinks are brought to you by the pool and we got very spoiled to that. :)"
Troy 5-night trip
Posted 5 hours ago
Wailea Beach Resort - Marriott, Maui
Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Got warning for parking tickets, lobby didn’t offer a tag for parking"
Antonia 1-night trip
Posted 10 hours ago
Maui Beach Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"No"
Jeffrey 2-night trip
Posted 16 hours ago
Hyatt Regency Maui Resort & Spa
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 23 hours ago
Four Seasons Resort Maui at Wailea
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

8/10 Good
"Property was clean and spacious and right on the beach front."
Maurice 6-night trip
Posted 1 day ago
Aston Mahana at Kaanapali

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